Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Amino-5-chlorobenzaldehyde, is researched, Molecular C7H6ClNO, CAS is 20028-53-9, about Enantioselective Organocatalytic Intramolecular Aza-Diels-Alder Reaction.Quality Control of 2-Amino-5-chlorobenzaldehyde.
A highly efficient chiral phosphoric acid catalytic enantioselective intramol. Povarov reaction (aza-Diels-Alder reaction) was developed with (o-hydroxy)anilines as 2-azadiene precursors and (formylphenyl)(hydroxyphenyl)acrylates/(formylphenyl)(hydroxyphenyl)acrylamides. A wide variety of angularly fused azacycles tetrahydrochromeno[4,3-b]quinolin-6-ones I [R = H, Br; R1 = H, Me, Br, OMe; R2 = H, Cl, OMe; R3 = H, Me, NO2; R4 = H, Me; R5 = H, Me, Br, OMe; X = O] and tetrahydrodibenzo[1,6]naphthyridin-6-ones I [R = H, Cl; R1 = H; R5 = H, Cl, F; X = NH] were obtained in high to excellent yields with excellent diastereo- and enantioselectivity (d.r.>99:1 and up to e.r. 99:1). Furthermore, the catalyst loading could be lowered to 1 mol %, and the obtained azacycles could be used as key intermediates for further transformations to generate addnl. mol. diversity.
This literature about this compound(20028-53-9)Quality Control of 2-Amino-5-chlorobenzaldehydehas given us a lot of inspiration, and I hope that the research on this compound(2-Amino-5-chlorobenzaldehyde) can be further advanced. Maybe we can get more compounds in a similar way.
Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem